Originally Posted by paxton

Depends on the registrar.

With most registrars, they give the domain owner a short period of time to renew the name (15-30 days, or something around there.) Then there is the Verisign mandated "Redemption Grace Period" - which is another 30 days. After all that, the domain is in "Pending Delete Status" for 5 days. The whole process varies among registrars.

For example take Registerfly. From the day the domain name "expires" to the day it actually "deletes" (or drops, and becomes available for registration) is exactly 90 days.

So your best bet is to find where the domain(s) is/are registered and go from there.

As for "any stipulations or issues with doing so" - I am confused to what this is asking. Are you meaning TradeMark consequences (UDRP, WIPO, etc)? As far as I know there is no statute of limitations - so if you are cybersquatting or typosquatting, no period of time that passes will get you off the hook. Notable exceptions: the Trademark expires/dies, company goes out of business, etc.